Mayr's Database of Reactivity Parameters

Ylides

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
Ph3P=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 12.21

sN Param.: 0.62
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CHO (in MeCN)
C20H17OP *
MeCN

N  Param.: 9.09

sN Param.: 0.74
*** J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=CH-C(O)Me (in MeCN)
C21H19OP *
MeCN

N  Param.: 10.27

sN Param.: 0.83
*** J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
*
dichloromethane

N  Param.: 7.98

sN Param.: 0.71
*** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
Meldrum's acid iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 4.36

sN Param.: 1.06
*** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
Me2S=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 15.85

sN Param.: 0.61
*** Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455